Dog Sitting Cottage Grove

Book a Cottage Grove dog sitter to watch your dog in your sitter’s home or yours.

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Over 120
pet parents in Cottage Grove have booked dog sitting

Cottage Grove, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Blanca G.
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Blanca G.
from
$12
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
1 year of experience
Tenney-Lapham, Madison, WI, 53703

Blanca was amazing - super reliable and responsive! Our cat is usually grumpy, but Blanca is a natural and the cat LOVED her. Great updates and photos with each visit. Will definitely book again!

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John G.
Sitter Profile Image: Eric C.
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Eric C.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
40 years of experience
Madison, WI, 53715

Eric was warm and gentle caring for Cocoa. He was thoughtful and diligent to make sure he had everything he’d need to offer the best care. Will definitely book with him again. Thanks Eric!

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Krista I.
Sitter Profile Image: Ashley K.
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Ashley K.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Madison, WI, 53718

Ashley was great! Super responsive and respectful of our space. I can tell our cat Todd was kept very happy and healthy during our time away.

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Madeleine R.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
49 reviews
13 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Rachael took a ton of amazing pictures of my 3 cats while I was away, and I really appreciated that! It made me feel good to see that they were all doing well. All 3 of my cats seemed to like her too which is awesome!

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Rachel D.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
56 reviews
14 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha took great care of our kitties while we were on vacation! We really appreciated the photos and videos she sent every day. We would love to have her sit for us again in the future!

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Kristin R.
Sitter Profile Image: Ndaziona N.
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Ndaziona N.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Madison, WI, 53718

About: We have a 11 year old terrier-pit mix who is a playful old girl and enjoys nurturing small Dogs. She grew up with a Chihuahua and children so she is a patient play mate. I am available for doggie daycare and boarding. Your dog will enjoy attention from me and my two kids and is welcome to join my spouse on an early morning run. We have a large fenced yard for your dog to enjoy during their stay. There is also a porch they can lounge on to soak up some sun.

Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
37 reviews
13 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria was absolutely awesome! She stopped in to check on my cat Olivine while my roommate and I were away for the weekend. During our initial visit, Shatoria asked a ton of questions about Olivine and her routine, some that I hadn’t even thought to bring up, which was great. During the actual visit, she passed along lots of photos of Olivine with her update. She also took a photo of her automatic feeder so I could see how Olivine had been eating, which I appreciated. I had never hired a pet sitter before, so that came with some anxiety, but Shatoria made me confident that I was leaving Olivine in great hands! I definitely know who to come to if we ever need any more help with Olivine in the future.

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Avianna H.
Sitter Profile Image: Chrissy B.
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Chrissy B.
from
$15
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Sun Prairie, WI, 53590

Christy did a great job with my cats! It was a very last minute trip and Chrissy responded to my request right away and followed all of my care instructions. Arthur and Zelda looked like they enjoyed their time with Chrissy!

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Chelsea B.
Sitter Profile Image: Lindsey D.
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Lindsey D.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
51 reviews
22 repeat clients
15 years of experience
Sun Prairie, WI, 53590

She did a great job with our little guys. We could see from the pictures they were having fun. Very appreciative that she was able to pick up an extra drop-in.

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Colin K.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
50 reviews
18 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Liz was very flexible and willing to help with my 3 pit bull/bully doggies on short notice. Very kind and understanding. Great help. Thanks Liz!

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Julia X.
Sitter Profile Image: Eric &  Rachel D.
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Eric & Rachel D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
29 reviews
7 repeat clients
9 years of experience
Capitol, Madison, WI, 53703

About: Eric and Rachel share a love for their beloved Aussie-beagle Lilo and fostering rescue dogs together. We know that it is never easy to leave your beloved dog with someone new, and in a new place. As our own Lilo has struggled with separation anxiety before, we know how important it is to have a pet sitter who is present, patient, and able to cater their care towards a dog’s specific needs. Rachel has taken care of 6 different family dogs growing up, including a border collie, golden retriever, Boston terrier, 2 mixed breeds and a silky terrier. Eric has taken care of his family dog (chihuahua mix) since birth till now (11 years old). Together, we have fostered 16 rescue dogs these past two years, ranging from a high energy Great Pyrenees to 3 Border Collie puppies all at once, to a completely afraid and anxious Beagle mama and Shiba Inu mama that are recovering from very difficult situations. We have also looked after American pit bulls, a large Newfoundland, and senior doggies who have hip difficulties and special diets. Our own dog is a 3.5 year old Aussie-beagle, so we particularly love the herding dogs. :) We both have lots of experience working with dogs of all kinds of temperaments and needs, especially high energy dogs who require a lot of attention and care, and administering medication to dogs who have special needs. Rachel also loves cooking her home cooked meals for her dog, and can do that for yours too, if you need! We both work from home and have all weekends free. Our flexible schedules together allows us to bring dogs regularly on walks and to look after them consistently. We follow instructions really well, and can take care of your dog according to your requirements. We allow dogs to roam and sleep freely in our home, but we can also crate your dog easily if you prefer. We know how to work with your dog with lots of gentle care and love.

Sitter Profile Image: Stephanie H.
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Stephanie H.
from
$15
per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

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Lindsay & Nick P.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
67 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

Jackie was so kind and accommodating. This was my first time using Rover or any dog sitting service, and I felt so comfortable that my dogs would be taken care of well. Highly recommend!

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Tanya G.
Sitter Profile Image: Kelsey T.
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Kelsey T.
from
$18
per visit
5.0 out of 5 stars
25 reviews
7 repeat clients
2 years of experience
Sun Prairie, WI, 53590

Kelsey was amazing with our new pupper and followed all the instructions asked of her. She and Osa had a great time and Kelsey was sure to send thorough updates and pictures as well. While Osa was very excited to see us that evening, she definitely made a new friend today!

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Nick R.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$22
per visit
5.0 out of 5 stars
136 reviews
36 repeat clients
10 years of experience
McFarland, WI, 53558

Thank you again to Sarah for a wonderful sitter experience! Was sad to leave my cat at home during the holidays, but was happy to have Sarah keep her company and give her lots of love :)

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Jasmine M.
Sitter Profile Image: Emily W.
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Emily W.
from
$15
per visit
5.0 out of 5 stars
1 review
8 years of experience
McFarland, WI, 53558

About: I worked 8 years, almost 9, and The Dog Hut LLC. I've helped care for dogs as young as 2 months and dogs well into their senior years. I'm happy to give medication to any dogs that need it and make sure they get extra cuddles and someone to "talk to". I am also very open to more than just dogs. I worked for 4 years at the Dane County Humane Society caring for Guinee Pigs, rats, and a non venomous snake. I am currently between jobs so any day works well for me. I'm happy to come late morning and well into the night to feed, water, and play with your pets who need that. Or just lend a happy presence, for the cats and cat-like pets who just need a simple hello. At my home I do not have a fully fenced in yard but am within walking distance of a few paths so even if your dog will be on leash they will get a wonderful walk in. Bringing their own toys and comfort items will be needed as I only have a cat currently. Also your dog must be cat friendly or will need to have a kennel brought with them should they be staying. I am okay staying over at my client's place should the need arise, can give medication and will give them all the playtime and snuggle breaks they need. I will be wary of weather changes so I can give them quick breaks outside and make sure they still can get energy out should it be an inside kind of day.

Sitter Profile Image: Dayna V.
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Dayna V.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
25 years of experience
Stoughton, WI, 53589

Dayna is always willing to help us out with our two dogs, even on short notice. She sends updates and follows instructions perfectly. Thanks Dayna

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Anna & Anthony A.
Sitter Profile Image: Katy P.
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Katy P.
from
$18
per visit
4.9 out of 5 stars
18 reviews
6 repeat clients
2 years of experience
Madison, WI, 53704

About: Hello, my name is Katy and I would love to care for your dog! I just finished a term with AmeriCorps and now work part-time in the service industry. My flexible schedule means I am free to walk or watch your pup! I understand that caring for your dog means understanding their individual needs. Please don't shy away from telling me your dog's specific needs and quirks. I want to make caring for your dog a great experience for both pet andowner. I bring passion and professionalism to this job and absolutely enjoy what I do. I have had dogs all my life and currently have an elderly chihuahua. Because of his health concerns and age, I'm not currently boarding dogs at my home. However, I would love to walk and sit your pups and can assure they will get attentive and safe care.

Sitter Profile Image: Kara S.
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Kara S.
from
$25
per visit
4.7 out of 5 stars
92 reviews
29 repeat clients
10 years of experience
Reston Heights, Madison, WI, 53718

Kara was fantastic. She cared for our four year old cat, Molasses, for a week while we were away. During that time she was always easy to get ahold of and would respond quickly to any questions. She also sent us multiple pictures after each visit. Kara took the time to get to know our cat. During her first visits, she would wait for our cat to approach her, allowing Molasses to become comfortable around her. By the end of the week Molasses was asking for pets, rambunctiously playing, and talking to Kara like she was a member of the family. I can’t recommend Kara enough. We plan to book with Kara again soon.

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Elizabeth & James H.
Sitter Profile Image: Nina S.
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Nina S.
from
$20
per visit
5.0 out of 5 stars
5 reviews
15 years of experience
Cottage Grove, WI, 53527

Nina was great! Spent quality time with my pooches and I got lots of pics which was awesome. I’ll definitely use her again! Thanks Nina for watching my fur babies!

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Rebecca W.
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The median cost per visit for dog sitting in Cottage Grove is $20

Dog parents share their Rover experiences - Cottage Grove

1 / 1
5.0 out of 5 stars

Amanda has provided excellent care for my pets for several years. She is 100% reliable and communicates consistently. She is wonderful!

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Christina P.
Drop-In Visits
5.0 out of 5 stars

Paul is amazing! He leaves great updates, and shares his love and heart with our pups while we’re away. I don’t trust anyone else with my pups!

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Jessica B.
Drop-In Visits
5.0 out of 5 stars

Christine was absolutely wonderful. She took such good care of our little guy. He was comfortable and so happy. She sent daily pics and check-ins. Would book her every time. 10/10 experience, with peace of mind while we were away!

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Ashley S.
Drop-In Visits
5.0 out of 5 stars

Darcy did a great job caring for my pup! She took the time for a meet and greet to learn about my pup and he was happy and calm when I got home. She clearly loves animals and is an experienced pet caregiver. Highly recommend Darcy!

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Marci
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for dog sitting - Cottage Grove

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Sitters in Cottage Grove average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Cottage Grove

Frequently asked questions about Rover

The average cost for Dog Sitting in Cottage Grove on Rover is $18.87 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 1,528 sitters on Rover offering Dog Sitting across Cottage Grove. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Cottage Grove stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cottage Grove choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cottage Grove with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cottage Grove. On Rover:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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